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How long have you been dressing feminine x

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By *ayleababe OP   TV/TS
over a year ago

Tividale

To all the sissy girls out there, how long have you been dressing up for and how did you start? Xx

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By (user no longer on site)
over a year ago

25 years

Started when I was young wearing tights left it for awhile then 25 years ago started again to fully dress

List my virginity to a man 15 years ago x

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By *urple beretMan
over a year ago

Belfast

I'd say I been dressing from around the age of 14 and since then I've been dressing on and off I absolutely adore being feminine

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By *hristine_JTV/TS
over a year ago

Anglesey

As long as I can remember, certainly pre school I was wearing my mother's clothes, shoes etc

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By *ayleababe OP   TV/TS
over a year ago

Tividale

I started when I was 14, I got really curious about what it underwear my older sister had and just started wearing them, that was over 20 years ago. Now I have my own collection of lingerie and outfits and can’t stop wearing them, it’s like an addiction xxx

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By *ubSallyTV/TS
over a year ago

Acton

I started when I was still at primary school, wearing my older sister’s underwear.

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By *irtytrukkaTV/TS
over a year ago

barton

Started when I was 14

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By *loset TVTV/TS
over a year ago

bradford

I was 14 too xx

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By *ewhorizonguyMan
over a year ago

Leigh

Couple of weeks nowhere near convincing and I'm still a virgin but love you girls xxx

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By *ini1440Man
over a year ago

STOKE-ON-TRENT

About 15 years and love it

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By *evilmademedoitMan
over a year ago

Glasgow

On and off for about 40 years. Loved the feeling of satin from a young age.

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By *acksometimesJacquiTV/TS
over a year ago

Tonbridge

Only for a couple of years. A woman I knew on Facebook asked me to wear her knickers and I quickly realised how much I liked wearing them for myself. I think it was the first time I put on tights that I realised it was going to lead to more...

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By *ockednikiMan
over a year ago

Newhaven

Since early teens but have purged a few times until about 15 years ago now 24/7 in lingerie and chastity x

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By *shubMan
over a year ago

manningtree

Started very young, didn't really understand why then just knew it felt good.

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By *ressmesissyTV/TS
over a year ago

Basingstoke

50years plus

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By *vmarisaTV/TS
over a year ago

Motherwell

14 years ago, have never looked back and having a fantastic sex life as a TV.

Sometimes life is sweet.

Mx

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By *ammy aka SammyTV/TS
over a year ago

Bedford

Over sixty years. Xxx

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By *perm nurseTV/TS
over a year ago

colchester

40 years roughly x

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By (user no longer on site)
over a year ago

I started when very young and was wearing mums stuff regularly.

She got so fed up with me wearing her knickers that she bought me my own to wear.

She knew I was gay from an early age she told me.

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By *ustPeekinMan
over a year ago

Alresford

When I was 11

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By *hyone7TV/TS
over a year ago

Shrewsbury

When I was 13 I used to wear my 2 older sisters panties x

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By *adame BootsTV/TS
over a year ago

Tetbury

Not a sissy but have been dressing for about 25 years.

Taking it more seriously scince 2020.

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By (user no longer on site)
over a year ago

Been dressing around 10-15 years on and off I have tried to stop on a few occasions and always start again I find as I’m getting older the urge to dress as Leanne gets stronger she’s definitely the stronger personality

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By *mandaWhenDressedMan
over a year ago

around

When I try to think when I started i always think of some time earlier that I remember trying something on.

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By *ell61TV/TS
2 weeks ago

Ipstone

I started when I was 9 with my Aunties white stilettos

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By *eter169Man
2 weeks ago

stoke

First time yesterday.

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By *bbyJCDTV/TS
2 weeks ago

Stroud

I started when in my teens. When I realised I wanted to be the girls in the magazines I looked at and wear their clothes for men.

Here I am 40 odd years later

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By *ewgingerboyMan
2 weeks ago

town

Tried some knickers on for first time when i was 13

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By *urious44walesMan
2 weeks ago

South Wales

12 or 13 when I started

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By *inaCD66TV/TS
2 weeks ago

Wimbledon

About 10 years ago.

When I was swinging with Couples and realised I wanted what She was wearing. 🫦

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By *ornymwellbiMan
2 weeks ago

Motherwell

On and off abt 20 yrs more so last year or 2. Now love meeting up dressed

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By *punky knickersTV/TS
2 weeks ago

Flintshire

In my teens a older lad used to dress me up in his sisters knickers and tights then he bought me some stockings and suspenders

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By *ature164Man
2 weeks ago

Watford

Since I found a suitcase in our loft full of lingerie and slut clothes when I was 13

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By *uvcok400Man
2 weeks ago

Caerphilly county

Since teens

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By *usan jonesTV/TS
2 weeks ago

Wolverhampton

Teenager when I started

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By *andy2000TV/TS
2 weeks ago

leeds

Iv been dressing around 53 yes..

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By *andy2000TV/TS
2 weeks ago

leeds

Started when I was around twelve I found an load of women's underwear in a suit case . Haven't stopped since now 61.... M

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By *fcdTV/TS
2 weeks ago

Southend

As soon as I could walk I was raiding the laundry hamper and pulling out knickers but wearing them started when I hit my teens and I've been buying my own since I was 16.

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By *pankmandyTV/TS
2 weeks ago

scunthorpe

Since a very young age. Babysitters playing dress up and then from around 11 on my own.

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By *arly-C-STV/TS
2 weeks ago

Doncaster

Over 20 years now, after a now ex gf encouraged me to wear her knickers, and I've never looked back.

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By *nigmatic Cd slutMan
2 weeks ago

South by Southwest

Started briefly as a teenager secretly trying on my sister's knickers.

Left it alone for decades,hit 50 and submitted to a long held desire to crossdress and now nothing turns me on more than slipping into stockings/suspenders,short slutty mini-skirts and heels to enjoy cock 🥵🍆💦

Have yet to go full-on wigs and make-up....but who knows!☺️ x

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By *d_deeTV/TS
2 weeks ago

chester

30 years but maybe 15 years dressing fully.

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By *iPantiesMan
2 weeks ago

Louth

Slipped into my first pair of panties and tights when I was around 10yrs old hooked ever since...

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By *sobel19791979TV/TS
2 weeks ago

Close by

On an off since my early 20s x

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By *ilktightsMan
2 weeks ago

Darlaston

I started with my mums tights and a small girdle when I was 12

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By *ilktightsMan
2 weeks ago

Darlaston

And moved on to sisters clothes as well

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By *luvnylonstockingsTV/TS
2 weeks ago

portsmouth

4 years.

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By *partacus69Man
2 weeks ago

Liverpool & Abergele

Started at 15 wearing my mother's black stockings and suspenders

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By *starMan
2 weeks ago

Stroud district

Put on stockings in July 24, for a meeting. Thought they needed something with them, bought a skater skirt in September, it's been downhill ever since!

If anyone can explain it I'd love to know.

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By *ate500TV/TS
2 weeks ago

Newcastle/Durham

On and off for the last 40 years

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By *overofcumMan
2 weeks ago

Ware

I’m 60. For 50 years

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By (user no longer on site)
2 weeks ago

45 years x

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By *ov24Man
2 weeks ago

London

Since teens, mums bra and panties, then other guys wifes/gfs stuff, eventually started buying my own

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By *ressmesissyTV/TS
2 weeks ago

Basingstoke

Since early teens, I liked glam rock but got into dressing fem quite quickly. Half a century later am still enjoying it. Seen many changes in the scene. Many not for good

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By *xplore moreTV/TS
2 weeks ago

cockermouth

Ermm about 2 years.. Ish

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By *ammiTV/TS
2 weeks ago

Ayr

Started with my mother's tights and heels when I was 13, so 40+ years. Full make up and wig probably only last 10 years or so. Not convincing but have been out publicly fully dressed; what a feeling!!

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By *ouise DeMureTV/TS
2 weeks ago

Huddersfield

Since I was 15 and found my sister's school uniform in the laundry basket one summer and I was in the house alone.

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By *ntoniacd40TV/TS
2 weeks ago

Guildford

Been intrigued since puberty but actually having the courage to go and be myself about; years

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By (user no longer on site)
2 weeks ago

About 3 years ago, I’m still a beginner

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By *TminxTV/TS
2 weeks ago

Ilfracombe

According to my mum, since I was about four!!!!

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By *ockednikiMan
2 weeks ago

Newhaven

since puberty, lots of wasted years in between denials etc x

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By *ig3Man
2 weeks ago

Maldon

About 12yrs old

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By *overofcumMan
2 weeks ago

Ware

I was 11.

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By *manda-tvTV/TS
2 weeks ago

Gloucestershire

Early teens just wanted to be like my friends who were girls! Bought my first own skirt from top shop at 16 in 1980! Still got it although it’s worn out and a couple of sizes too small! I ve never tired of my longing to be female x

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By *rlaithTV/TS
2 weeks ago

Cork

Like most on here I was 12 or 13. No sisters so it was my mother’s clothes that I used.

Found an old bag of her clothes in the attic. Skirts, blouses kept me going for a year or two until I started buying my own clothes.

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By *atexlover50Man
2 weeks ago

Barton upon humber

About 35 years now of and on. But over the past 4 years I'm dressing more and more .

Started when I was looking at a porn mag. There was female wearing stockings and suspenders .was curious . Then one day I was looking after a woman's house whilst she was at work .had a nosy and found a set . Tried them on. Was hooked instantly

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By *issy OliveTV/TS
2 weeks ago

Corby ish

I think about 20 years stated as fancy dress, then I'd wear it alone. Then sharing online. Seeing the comments drove me on and I haven't stopped and won't!

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By *emboitrainerTV/TS
2 weeks ago

Washington

Think I started in my early twenties. I had dressed to please at a younger age. But it didn't take long for my tight little t shirts and tiny tight shorts to turn into a crop top and hot pants. XxxxX

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By *earlyrichTV/TS
2 weeks ago

Somewhere in time

About 12-15 years now.

After my wife and I split up, I missed the look and feel of stockings. I found a bag of things in a wardrobe, and one day whilst having a wank I remembered the bag and thought "why not?" They felt great (even on my then unshaven legs).

Then I came across some CD/TV porn and liked what I saw. After chatting on xham I decide to buy my first mini skirt and posted a few pics, got some nice comments and I was hooked

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By *toxyMan
2 weeks ago

Bicester

I was around 11 or 12 found mothers naughty drawer tried most of it on that day been dressing on and off ever since

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By *ryforuTV/TS
2 weeks ago

Lancaster

First time just before I was 12 doing bob-a-job for a man down the road and he got me in to school girls things then more sexy things ,I loved it xx

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By *ice Guy 46Man
2 weeks ago

leicestershire

From like the paste above a very early age despite not at all looking convincing but women’s clothing and sexy pvc wear…… I can’t stop loving it.

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By *ikkixxMan
2 weeks ago

Here and there

I was around 13/14 when i discovered i enjoyed playing with the underwear in the bathroom laundry basket x

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By *ightskink131313Man
2 weeks ago

near

Started at 14 with sisters tights and I was hooked x

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By *ikey_kentTV/TS
2 weeks ago

Gillingham

About 11 or 12 for me. Started with mums and sisters knickers and tights. Then sisters whole school uniform

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By *teve1966Man
2 weeks ago

Merseyside

Started with mums panties and corsets

Went on to wife’s lingerie

Then anybody’s I could use

Now have my own

Love wearing lingerie and swimsuits

Feel so sexy in them

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By *pangle1954TV/TS
2 weeks ago

Sheffield

Like many on here started as a teenager. Had the house to myself after school and one day tried on my mothers girdle and stockings. Instantly hooked. Dressing had given me so much pleasure over the years. So glad I tried it all those years ago.

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By *imsilverTV/TS
2 weeks ago

castlebar

started very young 1st adored wearing my mothers white knee high boots was always fasinated by womwns underwear. really got going again in my teens and Kim has been my refuge since. Adore when Kim comes out to play.

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By *ammy aka SammyTV/TS
2 weeks ago

Bedford

Ever since a child. Ive always been attracted to women's clothes fashion makeup, do I know why nope, and now at not far from my 76th birthday I still don't. Its just who I am .Its not always been easy but has it been worth it hell yeah xx

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By *ubySohoTV/TS
1 week ago

Newcastle upon Tyne

Off and on since I was about 12. Which is a very long time

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By *jsucksTV/TS
1 week ago

Chesham

Most of my life since I was 10 on and off went through the buy and purge phases. Since have been divorced and live on my own am dressed about 75% of the time including work (am treated as gender fluid there) although more modestly then for a meet lol.

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By *ammiTVTV/TS
1 week ago

Inverness

16 years

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By *unkofloveMan
1 week ago

telford

On and off for over 30 years

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By *ub slut SueTV/TS
1 week ago

penrith

Started in my teens, got more serious in my mid 20s and has been a serious part of my like since my mid 30s

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By *D SusanMan
1 week ago

Blackburn

about 3 years

always been hugely attracted to tgirls and stepped on the slippery slope trying knickers on then stockings then shaved legs to see how the stockings felt and was hooked

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By *althazar_LSMan
1 week ago

calne

First time I remember was with a friend when I was around 6 or 7 we were at his place and his mum used to give us dresses to wear and play in. Then I started wearing my older sisters stuff. Stopped for years and then around 5 years ago started wearing my wife’s clothes at home when the kids are at school and last year came out as trans and started HRT.

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By *xLedZepxx2Man
1 week ago

Didcot

Only recently but I was never very masculine, I tried to be for most of my life but feel a lot happier now I've dropped the facade.

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By *ess69100TV/TS
1 week ago

halsowen

I started in my early 20s now 41 and id love a reg tv freind to dress with

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By *heerstockingsfem19TV/TS
1 week ago

Gloucester

[Removed by poster at 17/04/26 15:08:21]

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By *ustinaTV/TS
1 week ago

cardiff

Started in my mid to late teens trying on my mum's bra and girdle.

In my late 20's I bought my first bra and lingerie.

Jump 30 years and I went to a specialist crossdressing shop in London where some lovely ladies measured me for a bra and breast forms. I also bought a wig and had some free make-up thrown in for good measure.

I've just bought a fabulous breastplate which has given me a wonderfully feminine appearance. Just waiting for all my sexy underwear to be delivered now.

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By *ubySohoTV/TS
1 week ago

Newcastle upon Tyne

I wish I could feel the buzz of trying on my older sisters heels for the first time.. fucking hell that was amazing..

Then the stockings.. bras.. knickers..

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